Synthesis and Investigations of Several Dibutyltin (IV) Cyanoximates

Date of Graduation

Spring 2007


Master of Science in Chemistry


Chemistry and Biochemistry

Committee Chair

Nikolay Gerasimchuk


Over the past 50 years, various metal compounds have proved effective at combating cancer. However, many of the current products in use today for anti-tumor activity produce some severe side effects. Inorganic chemists have been evaluating various classes of compounds to improve upon these current treatments. Several publications indicate that tin (IV) compounds may be beneficial at reducing side effects and provide even greater activity against different types of cancer. This project was a continuation of research activity in the area of bio-inorganic chemistry of cyanoxime ligands and their metal complexes. Similarities exist between this class of compounds and other compounds that have been investigated for anti-tumor activity. This project examined four dibutyltin (IV) cyanoximates containing several different amidecyanoximes and investigated the effect that changing substituents will have upon anti-tumor activity. Research involved the preparation and spectroscopic characterization of organic ligands and the synthesis of silver and thallium salts of the ligands. Dibutyltin (IV) compounds were synthesized via a metathesis reaction with the silver/thallium salts. The compounds were studied and characterized using modern spectroscopic and structural methods. Dibutyltin (IV) cyanoximates were investigated in vitro against WiDr and HeLa cell lines. All four complexes were found to be active at the 1uM concentration. Further, the activity appeared to be a function of whether the ligand contained a carbonyl or thiocarbonyl, as opposed to its hydrophobicity.


anti-tumor, tin, cyanoximes, cancer, dibutyltin (IV), in vitro

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